
Holiday rentals with a pool in Guadalupe Valley
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Guadalupe Valley

Total holiday rentals
Explore 40 holiday rentals in Guadalupe Valley

Nightly prices starting at
Guadalupe Valley holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 3,020 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Guadalupe Valley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guadalupe Valley rentals

4.7 Average rating
Guadalupe Valley stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Guadalupe Valley
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Villa- Siempre Valle, with a view and fire pit.
Villa León inside the Hotel Por Siempre Valle, offers you an incredible view of the mountain and the vineyard, with a spacious room, with living room and projector for a movie afternoon, with a private fire pit on your balcony, ample rain shower with the wine therapy bath waxes, in addition to a kitchenette with everything you need to make your stay very pleasant. special for families, for friends and friends or two couples. Breakfast is included at Don Tomas restaurant, 5 minutes from the hotel

Ocean View Mansion + Pool + Jacuzzi + WiFi + AC + BBQ + Balcony
Welcome to Casa de Corazones, a private ocean-view retreat for effortless relaxation and unforgettable moments. Wake up to the sound of the waves and unwind by your private pool and jacuzzi as Baja sunsets set the mood. Just 10 minutes from Valle de Guadalupe and 10 minutes from Ensenada, near wine country and dining—yet completely private. ✨ Ocean views • Pool & jacuzzi • Ideal for 6–12 guests • Optional chefs • Drivers available- chefs Available for breakfast & Dinner 📅 Weekends book fast.

Cabaña las Lomas in Valle de Guadalupe
We invite you to enjoy your stay in Valle de Guadalupe in this beautiful cabin with rustic style. Do you need help with transportation? We can pick you up at the airport or across borders, complement your experience with a WINE ROUTE Tour, more info with the host. Capacity for 12 people or more. Restaurants, vineyards and markets are 5 minutes away, Ensenada is 15 minutes away. Enjoy a rainy day by the fireplace or take advantage of a sunny day by the pool and have a barbecue on the patio!

En'kanto Vineyard Romantic Luxury Cabana 2 Enigma
Enjoy wine country life in this luxury cabana on a working vineyard. Sumptuous King bed will swallow you up in sweet dreams. Soaking tub opens into the Suite with sofa, TV, & wine/coffee bar. Private patio with chiminea and hammock. Dip in the vineyard view pool (unheated), stroll the vines or enjoy a wine tasting/pizza/breakfast on The Deck (Fri-Sun Only). Coffee, Fresh fruit, Bottled water, WiFi and Alexa music. (See all En'kanto listings on property page 62805335). No Pets in Cabana 2.

LUZ DE LUNA: Entire Home in Guadalupe Valley
Welcome to Luz de Luna Valle Warm and elegant home just minutes from the most renowned vineyards in Valle de Guadalupe. Ideal for families friends, couples, and intimate events. Enjoy a pool, hot tub, beautiful views, fire pits, swings and a grill perfect for gatherings. The property offers private parking, a secure environment, and an on-site caretaker in a separate apartment. Event-friendly services such as private chef, décor, massages, and transportation available upon request.

La Casita de Flores | Private Pool + Vineyard View
Welcome to La Casita de Flores, your private retreat in the heart of Valle de Guadalupe 🌿🍷 Unwind in two spacious king bedrooms, lounge by your private pool, cook outdoors, or enjoy wine at sunset from the covered terrace overlooking the vineyards and mountains. Surrounded by lush gardens yet minutes from Valle’s best wineries and restaurants, it’s the perfect place to slow down, reconnect and experience wine country. Bedroom access is based on guest count.

Finca El Vento in Valle de Guadalupe
A gem within Valle de Guadalupe, where you can enjoy a romantic stay with your partner, or also with your family (2 to 4 people), with a view of our vineyard and a completely private property. You won't want to miss the "sunsets" and relaxing while enjoying a good wine. You'll be 10 minutes from some of the best restaurants ELENA, CLUB DE POLO TODOS SANTOS (Live Concert Venue) KING & QUEEN, FRIDA. We have Alberca " armable" for your use during the summer..

Rodera - Double Cabin #3 San Antonio de las Minas
A nature-filled escape surrounded by holm oaks and lush vegetation, perfect for relaxing with family or friends 🌿. Located at Km 92 on the Tecate–Ensenada Highway, just minutes from Valle de Guadalupe, with a 2-mile unpaved road that adds privacy and adventure. This 2-bedroom cabin accommodates up to 4 guests and is part of a sustainable, off-the-grid property with all essentials for a comfortable stay. A/C available only during summer nights after 10 pm.

Finca Larios at Valle de Guadalupe
Experience the perfect combination of luxury and nature in our spacious cabin, designed to comfortably accommodate up to 8 people. With three cozy bedrooms and two and a half bathrooms, our cabin offers the ideal combination of private space and common areas to enjoy in company. Cool off in our pool or relax in the jacuzzi under the stars, both perfect to enjoy the temperate climate of the region .

Finca Jorsan - 3BR, Pool & Jacuzzi @ Valley
Finca Jorsán is located in Valle de Guadalupe, where the best restaurants and wineries in Ensenada are just a few minutes away by car. It's a very large, quiet, and safe space. It has three comfortable rooms, which will make your stay more pleasant. We have Smart TV, high-speed Internet, fully-equipped kitchen, A/C, fireplace, barbecue area, fire pit, outdoor furniture.

Casa Umbral II by Casa Umbral - Guadalupe Valley
🏡 Casa Umbral II is located within the Casa Umbral hacienda, a lodging complex with 5 houses and 2 rooms, with a total capacity for 32 people. The house has a small private pool, plus two shared pools, terraces, outdoor dining rooms, lounge chairs, vegetation and a private Jacuzzi in each house. Ideal for enjoying Valle de Guadalupe 🍷🌿

Casa Zeuhary
Country lodging, comfortable, spacious, ideal for groups of families and friends. Excellent view of the vineyard and its surroundings, we have a country barbecue area, swimming pool and campfire area where you will undoubtedly spend some pleasant days in the countryside. Nearby you will find great wineries and delicious restaurants.
Popular amenities for Guadalupe Valley rentals with a pool
House rentals with a pool

Luxurious Casa Medusa -Ocean View, Pool & Hot Tub

Casa Blanco "The Best View in Town"

Casa Kahlo - 3BR Family Home Gated Community

Casita Las Rosas, Stunning Oceanfront

RD .Complete house very close to best wineries ,

Casa Martha on the Guadalupe Valley Wine Route

Big property near beach and malecón ac and parking

Casa Obregon in the heart of downtown -Zona Centro
Apartment rentals with a pool

Condominium with private heated pool and Jacuzzi

Red 6

Beautiful apartment in Ensenada near the vineyards

Perla Olivo | Peaceful Gated Condo with Pool

Viñedos Del Mar~Near Wine Yards/Gated/Free Parking

Relax with 3 bedrooms, ocean views, and a pool.

Merlot Department

Comfortable Departamento
Other holiday rentals with a pool

Las Minas D&B/Container Chalet and Outdoor Hot Tub

Hacienda La Piticui | Guadalupe Valley + Pool

Quinta Lorame. Merlot Apartment in Valle de Guadalupe

Relaxing Cabin with private pool and jacuzzi

Merlot at Hacienda Eco-Domes | Valley of Guadalupe

Campestre Oviedo Accommodation on the Wine Route

Valley of Guadalupe Cabin

Valle de Guadalupe Winery Ranchhouse Wine Route
When is the best time to visit Guadalupe Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 SGD | $206 SGD | $199 SGD | $169 SGD | $190 SGD | $184 SGD | $157 SGD | $149 SGD | $141 SGD | $155 SGD | $193 SGD | $196 SGD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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